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Issue 57, 2018
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Synthesis of α,β-unsaturated esters of perfluoropolyalkylethers (PFPAEs) based on hexafluoropropylene oxide units for photopolymerization

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Abstract

α,β-unsaturated esters are usually synthesized for polymer applications. However, the addition of maleate (cis-configuration) to a fluorinated moiety is challenging due to its potential isomerization during esterification. Various synthetic routes were attempted and led to very low conversion or side-products. The immiscibility of both reagents combined with an easy isomerization or attack on the double bond were potential explanations. In this paper, the synthesis of maleates oligo(hexafluoropropylene oxide) is reported by Steglich esterification and the reaction conditions are discussed depending on the molecular weight of the fluorinated moieties. After UV-curing, hydrophobic polymers were obtained by copolymerization with vinyl ethers by electron acceptor–donor systems.

Graphical abstract: Synthesis of α,β-unsaturated esters of perfluoropolyalkylethers (PFPAEs) based on hexafluoropropylene oxide units for photopolymerization

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Submitted
28 Jul 2018
Accepted
06 Sep 2018
First published
21 Sep 2018

This article is Open Access

RSC Adv., 2018,8, 32664-32671
Article type
Paper

Synthesis of α,β-unsaturated esters of perfluoropolyalkylethers (PFPAEs) based on hexafluoropropylene oxide units for photopolymerization

C. Bonneaud, M. Decostanzi, J. Burgess, G. Trusiano, T. Burgess, R. Bongiovanni, C. Joly-Duhamel and C. M. Friesen, RSC Adv., 2018, 8, 32664
DOI: 10.1039/C8RA06354K

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